Three-component coupling reaction: Palladium-catalyzed coupling of norbornadiene and iodonium salts or diazonium salts with organostannanes, alkynes, and sodium tetraphenylborate

Synthesis

Volumn , Issue 9, 1998, Pages 1249-1251

  Kang, Suk Ku ^a   Kim, Jae Sun ^a   Choi, Sang Chul ^a   Lim, Kwon Ho ^a  

^a Sungkyunkwan University   (South Korea)

Author keywords

3 Component coupling; Aryldiazonium tetrafluoroborates; Heck reaction; Norbornadiene; Organostannanes; Palladium catalyzed coupling; Sodium tetraphenylborate

Indexed keywords

NORBORNENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; TECHNIQUE;

EID: 0031655780     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-6086     Document Type: Article

References (26)

1. Catellani, M.; Chiusoli, G. P. Tetrahedron Lett. 1982, 23, 4517.
2. Larock, R. C.; Babu, S. Tetrahedron 1987, 43, 2013.
3. Kosugi, M.; Tamura, H.; Sano, H.; Migita, T. Tetrahedron 1989, 45, 961.
4. Catellani, M.; Chiusoli, G. P.; Concari, S. Tetrahedron 1989, 45, 5263.
5. Larock, R. C.; Hershberger, S. S.; Takagi, K.; Mitchell, M. A. J. Org. Chem. 1986, 51, 2450.
6. Torii, S.; Okumoto, H.; Ozaki, H.; Nakayasu, S.; Kotani, T. Tetrahedron Lett. 1990, 31, 5319.
7. Torii, S.; Okumoto, H.; Ozaki, H.; Nakayasu, S.; Tadokoro, T.; Kotani, T. Tetrahedron Lett. 1992, 33, 3499.
8. Torii, S.; Okumoto, H.; Kotani, T.; Nakayasu, S.; Ozaki, H. Tetrahedron Lett. 1992, 33, 3503.
9. Ozawa, F.; Kobatake, Y.; Kubo, A.; Hayashi, T. J. Chem. Soc., Chem. Commun. 1994, 1323.
10. Moinet, C.; Fiaud, J-C. Tetrahedron Lett. 1995, 36, 2051.
11. Kosugi, M.; Kimura, T.; Oda, H.; Migita, T. Bull. Chem. Soc. Jpn. 1993, 66, 3522.
12. Oda, H.; Ito, K.; Kosugi, M.; Migita, T. Chem. Lett. 1994, 1443.
13. Oda, H.; Hamataka, K.; Fugami, K.; Kosugi, M.; Migita, T. Synlett 1995, 1225.
14. Kang, S-K.; Jung K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
15. Kang, S-K.; Lee, H-W.; Jang, S-B.; Kim, T-H.; Pyun, S.-J. J. Org. Chem. 1996, 61, 2604.
16. Kang, S-K.; Lee, H-W.; Jang, S-B.; Ho, P-S. J. Chem. Soc., Chem. Commun. 1996, 835.
17. Kang, S-K.; Lee, H-W.; Kim, J-S.; Choi, S-C. Tetrahedron Lett. 1996, 37, 3723.
18. Kang, S-K.; Lee, H-W.; Jang, S-B.; Ho, P-S. J. Org. Chem. 1996, 61, 4720.
19. Kang, S-K.; Yamaguchi, T.; Hong, R-K.; Kim, T-H.; Pyun, S-J. Tetrahedron 1997, 53, 3027.
20. Kang, S-K.; Lim, K-H.; Ho, P-S.; Kim, W-Y. Synthesis 1997, 874.
21. Kang, S-K.; Yamaguchi, T.; Ho, P-S.; Kim, W-Y.; Yoon, S-K. Tetrahedron Lett. 1997, 38, 1947.
22. Kang, S-K.; Yamaguchi, T.; Kim, T-H.; Ho, P-S. J. Org. Chem. 1996, 61, 9082.
23. Stang, P. J.; Zhdankin, V. V. Chem. Rev. 1996, 96, 1123.
24. The palladium-catalyzed coupling of arenediazonium salts: Darses, S.; Jeffery, T.; Genet, J-P.; Brayer, J-L.; Demoute, J-P. Tetrahedron Lett. 1996, 37, 3857, and references cited therein.
25. Kikukawa, K.; Idemoto, T.; Katayama, A.; Kono, K.; Wada, F.; Matsuda, T. J. Chem. Soc., Perkin Trans. I 1987, 1511, and references cited therein.
26. Freeman, F.; Kim, J. D.; Lee, M. Y.; Wang, X. Tetrahedron 1996, 52, 5699, and references cited therein.